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Windermere, FL Homes for Rent

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  • /24

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,369 Sq Ft
    • Townhouse for Rent

    8804 Danforth Dr, Windermere, FL 34786

    Welcome to an end-unit townhome in the highly desirable Lakes of Windermere – Lake Reams Townhomes community. Located in the Windermere area near Disney, this home offers a truly special perk—enjoy evening views of Disney fireworks right from the bedroom and backyard. The first floor features a bright, open-concept layout where large windows fill the living, dining, and kitchen areas with natural

    Agent Photo

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (689) 356-0141

    8804 Danforth Dr, Windermere, FL 34786
  • /51

    $1,762 - $2,973 per month

    Citra at Windermere

    1 - 3 Beds

    11353 Citra Cir, Windermere, FL 34786

    Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay

    11353 Citra Cir, Windermere, FL 34786
  • /42

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • House for Rent

    13466 Zori Ln, Windermere, FL 34786

    Location, location!!! Beautifully maintained home in highly desirable community of Providence! A rated schools, shops and restaurants are minutes away for your convenience. 4 bedroom 3 full bath home offers, additional office, formal dining area, private pool with spa and 3 car garage. Home has a NEW roof and AC installed in 2020, new water filter system and a pool heater. Open floor plan with

    Sevara Botirova Patel CHARLES RUTENBERG REALTY ORLANDO

    13466 Zori Ln, Windermere, FL 34786
  • /117

    $1,759 - $4,080 per month

    Venetian Isle

    1 - 3 Beds

    6506 San Francesco Way, Windermere, FL 34786

    A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication youll find awe-inspiring day and night.

    6506 San Francesco Way, Windermere, FL 34786
  • /16

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,439 Sq Ft
    • House for Rent

    12803 Holdenbury Ln, Windermere, FL 34786

    AVAILABLE MAY 2026! Spacious 4-bedroom, 2.5-bath home in the desirable Lakes of Windermere community. This well-designed floor plan features all bedrooms upstairs, with the main floor offering a large living room, formal dining room, office/reading room, and a convenient half bath for guests. The primary suite includes dual vanities, a garden tub, and two large walk-in closets. The kitchen is

    Silvia Odebrecht ICON REALTY ASSOCIATES INC

    12803 Holdenbury Ln, Windermere, FL 34786
  • /91

    $1,520 - $3,895 per month

    Addison At Windermere

    1 - 3 Beds

    13644 Tortona Ln, Windermere, FL 34786

    Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

    13644 Tortona Ln, Windermere, FL 34786
  • /20

    $3,100 per month

    • 4 Beds
    • 2.5 Baths
    • 2,618 Sq Ft
    • House for Rent

    4542 Blue Major Dr, Windermere, FL 34786

    VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms.

    Daniel Zheng CINO INTERNATIONAL INC

    4542 Blue Major Dr, Windermere, FL 34786
  • /87

    $2,095 - $3,545 per month

    Arya at Windermere

    1 - 2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

    1231 Arya Way, Ocoee, FL 34761
  • /4

    $4,850 per month

    • 4 Beds
    • 6 Baths
    • 3,425 Sq Ft
    • House for Rent

    7545 Lake Albert Dr, Windermere, FL 34786

    Coming soon, April 15 Welcome to this beautiful 3,400 sq. ft. lakefront home on Lake Albert! This spacious residence features 4 bedrooms and 3.5 bathrooms, offering plenty of room for comfortable living and entertaining. Enjoy Florida living at its finest with a private pool and serene water views—perfect for relaxing or hosting guests. The home offers generous living spaces, ideal for families

    Allyssa Rodriguez LA ROSA REALTY LLC

    7545 Lake Albert Dr, Windermere, FL 34786
  • /43

    $1,760 - $4,270 per month

    MAA Crosswater

    1 - 3 Beds

    7826 Crosswater Trail, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

    7826 Crosswater Trail, Windermere, FL 34786
  • /10

    $13,500 per month

    • 5 Beds
    • 5.5 Baths
    • 5,498 Sq Ft
    • House for Rent

    11051 Coniston Way, Windermere, FL 34786

    This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is

    Juan Delgado LA ROSA REALTY LLC

    11051 Coniston Way, Windermere, FL 34786
  • /47

    $1,573 - $3,848 per month

    MAA Windermere

    1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    11598 Lachlan Ln, Windermere, FL 34786
  • /16

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    13231 Overstreet Rd, Windermere, FL 34786

    Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides

    Daniel Zheng CINO INTERNATIONAL INC

    13231 Overstreet Rd, Windermere, FL 34786
  • /25

    $1,666 - $2,453 per month

    Casa Mirella

    1 - 3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

    101 Casa Mirella Way, Windermere, FL 34786
  • /19

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,833 Sq Ft
    • House for Rent

    12225 Joshua Tree Trail, Windermere, FL 34786

    Recently Refreshed & Energy Efficient House in Windermere! This 3-bedroom, 2.5-bathroom home with a versatile bonus loft is move-in ready. The interior has been upgraded with brand-new carpet and fresh neutral paint throughout.Experience utility savings with a high-efficiency solar panel system and Energy Star certified insulation. The home features an open floor plan, an attached 2-car

    Marcelo Lopes Santana FLORIDA CONNEXION PROPERTIES

    12225 Joshua Tree Trail, Windermere, FL 34786
  • /35

    $1,589 - $2,712 per month

    Talcott at Windermere

    1 - 3 Beds

    5820 Nature View Dr, Windermere, FL 34786

    With thoughtful design and exclusive amenities, Talcott at Windermere, is your premier destination for luxury living in Windermere, Florida! Our luxury one, two, and three-bedroom apartments, ranging up to 1,380 square feet, redefine luxury with a range of modern interior features. Step into a home with soaring 9 foot ceilings, a stylish two-tone paint scheme, wood-style flooring, and AirPlay

    5820 Nature View Dr, Windermere, FL 34786
  • /42

    $4,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,390 Sq Ft
    • House for Rent

    6615 Helmsley Cir, Windermere, FL 34786

    Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined

    Angela Gann KELLER WILLIAMS ELITE PARTNERS III REALTY

    6615 Helmsley Cir, Windermere, FL 34786
  • /13

    $3,085 per month

    • 4 Beds
    • 3 Baths
    • 2,361 Sq Ft
    • House for Rent

    5008 Indian Deer Rd, Windermere, FL 34786

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3229.90. That covers your base rent, $3085.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5008 Indian Deer Rd, Windermere, FL 34786
  • /30

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,556 Sq Ft
    • Townhouse for Rent

    8913 Matriarca Aly, Windermere, FL 34786

    Beautiful fully furnished townhouse located in the desirable Windermere area, just minutes from Walt Disney World and world-class resorts. This move-in ready home features a bright open-concept layout with a spacious kitchen, large island, and comfortable living spaces perfect for everyday living and entertaining. Conveniently located near top-rated schools, shopping centers, restaurants, grocery

    Liz Henriques LA ROSA REALTY ORLANDO LLC

    8913 Matriarca Aly, Windermere, FL 34786
  • /20

    $4,025 per month

    • 4 Beds
    • 3 Baths
    • 2,970 Sq Ft
    • House for Rent

    9042 Arbors Edge Trail, Windermere, FL 34786

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    9042 Arbors Edge Trail, Windermere, FL 34786
  • /27

    $2,949 per month

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • House for Rent

    4818 Breezy Palms Ct, Windermere, FL 34786

    Welcome home! This beautiful 3-bedroom, 2-bath home is available for immediate move-in. Conveniently located in the desirable Silver Woods community in Windermere, this property features a comfortable layout with well-proportioned bedrooms and bathrooms, plus a spacious kitchen with plenty of counter and cabinet space. The home offers bright living areas and a functional floor plan perfect for

    Steve Simpson 407 PROPERTIES

    4818 Breezy Palms Ct, Windermere, FL 34786
  • /17

    $3,449 per month

    • 4 Beds
    • 3 Baths
    • 3,058 Sq Ft
    • House for Rent

    11530 Vicolo Loop, Windermere, FL 34786

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3593.90. That covers your base rent, $3449.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    11530 Vicolo Loop, Windermere, FL 34786
  • /30

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • House for Rent

    935 Lascala Dr, Windermere, FL 34786

    Beautiful 3/2 home with two car garage, in a gated community, good schools, tile roof, Wood and tile flooring, high ceiling, ceiling fans, wood cabinetry, build-in desk, gas stove, stainless appliances, ample closet space, Master bedroom with dual vanity, tub, and a very large glass-enclosed walk-in show, walk-in closet, it has privet access to the beautiful back yard. This gated community has

    Ya-Lan Chien CINO INTERNATIONAL INC

    935 Lascala Dr, Windermere, FL 34786
  • /20

    $3,540 per month

    • 5 Beds
    • 4.5 Baths
    • 2,955 Sq Ft
    • House for Rent

    7461 Ella Ln, Windermere, FL 34786

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3684.90. That covers your base rent, $3540.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7461 Ella Ln, Windermere, FL 34786
  • /45

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Condo for Rent

    11434 Jasper Kay Terrace Unit 206, Windermere, FL 34786

    Spacious 3-bedroom, 2-bath condominium located on the 2nd floor of a well-maintained community in highly desirable Windermere, FL. This 1,455 sq ft unit offers an open and functional floor plan featuring a large living/dining area, generous natural light, and a well-appointed kitchen with ample cabinetry and counter space. The primary suite includes a walk-in closet and a private bath. Secondary

    Rizwan Rashid MNT INTERNATIONAL

    11434 Jasper Kay Terrace Unit 206, Windermere, FL 34786
  • /15

    $2,949 per month

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • House for Rent

    5239 Beach River Rd, Windermere, FL 34786

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3093.90. That covers your base rent, $2949.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5239 Beach River Rd, Windermere, FL 34786
  • /8

    $2,350 per month

    • 3 Beds
    • 2.5 Baths
    • 1,429 Sq Ft
    • Property for Rent

    8921 Newmarket Dr, Windermere, FL 34786

    Stunning 3-Bed, 2.5-Bath End Unit Townhouse in Lakes of Windermere – Lake Reams! Enjoy a spacious, sun-filled layout, a sleek kitchen with appliances, and a detached 2-car garage. Perfectly located for easy access to Orlando, yet tucked away in a peaceful, welcoming neighborhood. Shopping, dining, and entertainment are just minutes away! Don’t wait—this gorgeous home won’t last long. Schedule

    Shirley Chen GOLDEN PACIFIC REALTY INC

    8921 Newmarket Dr, Windermere, FL 34786
  • /19

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    804 Oakdale St Unit Suite, Windermere, FL 34786

    Property Id: 1261847Your Apartment: Private entrance, attached off side of main house. No shared living space. Washer & dryer in unit. Loft-style set-up with bedroom and full bathroom upstairs. Queen size memory foam bed. Walk-in shower.Living area, work space, and kitchenette downstairs. Access to large Mediterranean style pool (w/ fully enclosed lanai). Fenced side and back

    804 Oakdale St Unit Suite, Windermere, FL 34786
  • /23

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Townhouse for Rent

    8476 Iron Mountain Trail, Windermere, FL 34786

    Beautifully renovated 3-bedroom townhome with a flex room located in the highly desirable Windermere Trails community. This bright and inviting home features 3 bedrooms, 2.5 bathrooms, and a versatile flex room on the first floor, perfect for a home office, playroom, or additional living space.The open-concept floor plan seamlessly connects the living and dining areas to a spacious family

    Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE

    8476 Iron Mountain Trail, Windermere, FL 34786
  • /43

    $4,688 per month

    • 4 Beds
    • 3 Baths
    • 2,775 Sq Ft
    • House for Rent

    11745 Via Lucerna Cir, Windermere, FL 34786

    Experience luxury living in this beautifully updated 4-bedroom, 2.5-bathroom single-story home located in the prestigious 24/7 gated camera surveillance Belmere community in Windermere.This home has been completely and tastefully remodeled with luxury finishes throughout, transforming it into a modern sanctuary of comfort and elegance. Every detail has been upgraded with intention,

    11745 Via Lucerna Cir, Windermere, FL 34786
  • /38

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,997 Sq Ft
    • Townhouse for Rent

    7307 Penkridge Ln, Windermere, FL 34786

    Beautiful 4-bedroom, 2.5-bath townhome located in the highly desirable Windermere Sound community in Horizon West. Built in 2015, this home offers approximately 1,997 sq ft of living space with an open floor plan ideal for everyday living and entertaining.The main level features a spacious living and dining area connected to the kitchen, while the primary bedroom provides comfort and privacy.

    Ana Cunha WRA BUSINESS & REAL ESTATE

    7307 Penkridge Ln, Windermere, FL 34786
  • /78

    $12,800 per month

    • 8 Beds
    • 7.5 Baths
    • 8,203 Sq Ft
    • House for Rent

    13643 Lake Cawood Dr, Windermere, FL 34786

    Text listing agent for appointment

    Wenwen Wang JWJ REALTY LLC

    13643 Lake Cawood Dr, Windermere, FL 34786
  • /100

    $8,750 per month

    • 4 Beds
    • 3.5 Baths
    • 2,902 Sq Ft
    • House for Rent

    11213 Camden Park Dr, Windermere, FL 34786

    Exquisite Modern Living in Keene’s Pointe – Fully Renovated One-Story Luxury Residence - Tenant-occupied property. Showings by appointment only with advance notice. Experience elevated living in this architecturally reimagined home located in the highly sought-after Keene’s Pointe community. Every inch of this property has been meticulously upgraded to reflect timeless elegance, modern design,

    Soraya Resende S2J REALTY, LLC

    11213 Camden Park Dr, Windermere, FL 34786
  • /48

    $3,000 per month

    • 4 Beds
    • 2.5 Baths
    • 1,638 Sq Ft
    • Condo for Rent

    14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786

    Amazing opportunity to live in the exclusive and highly desirable Windermere area! This stunning corner townhouse in the sought-after gated community of Oasis Cove features 4 spacious bedrooms and 2.5 bathrooms, offering an abundance of natural light and a functional layout. The home boasts a beautiful lake view that provides a serene backdrop for daily living, complemented by a private fenced

    Carola Garcia De Montenegro AGENT TRUST REALTY CORPORATION

    14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786
  • /37

    $3,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,011 Sq Ft
    • House for Rent

    12761 Bideford Ave, Windermere, FL 34786

    Beautiful 4-bedroom 2.5 bath home located in the desirable Lakes of Windermere community. This two-story corner lot home has everything you can ask for, formal living and dining rooms, kitchen with granite countertops, stainless steel appliances, and a breakfast bar that opens to a large family room, on the first floor you also have a massive master bedroom suite, with a large closet and the

    Paul Moscoso Donoso SHINING OAK REALTY

    12761 Bideford Ave, Windermere, FL 34786
  • /29

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,690 Sq Ft
    • Townhouse for Rent

    8973 Matriarca Aly, Windermere, FL 34786

    Beautiful two-level end Unit townhouse 3 bedrooms and 2.5 bath in the Legado community of Windermere,42" cabinets with stainless Steel appliance, with attached 2 car garage, beautiful water view at the front,3-minutes' drive to Magic Kingdom and Publix shopping areas, you will enjoy the community pool/Cabana and Playground, Green Parks, Dog Waste Station.

    Jiu Feng Wei AAA GLOBAL VENTURES PA

    8973 Matriarca Aly, Windermere, FL 34786
  • /26

    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft
    • Townhouse for Rent

    7314 Brightland St, Windermere, FL 34786

    Experience the beauty and comfort of this stunning 3-bedroom, 2.5-bathroom townhouse in Windermere. With an exceptional layout, all bedrooms are thoughtfully situated upstairs for added privacy. The modern kitchen features upgraded stainless steel appliances, and the home includes a convenient front-loading washer and dryer. Enjoy outdoor living with a charming patio and a detached 2-car garage.

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    7314 Brightland St, Windermere, FL 34786
  • /39

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Townhouse for Rent

    14235 Desert Haven St Unit 3503, Windermere, FL 34786

    Discover the charm of this stunning 3-bedroom, 2.5-bath townhome nestled in the highly sought-after Oasis Cove neighborhood. Boasting 2,000square feet of elegant living space spread over two floors, this home offers an inviting layout perfect for modern living. On the first floor, you’llfind the luxurious master suite with an en-suite bath and a spacious walk-in closet. The open-concept

    Joel Ramones KELLER WILLIAMS LEGACY REALTY

    14235 Desert Haven St Unit 3503, Windermere, FL 34786
  • /45

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    13040 Overstreet Rd, Windermere, FL 34786

    $500 OFF BEFORE MOVING IN 03/31/2026!!! Beautiful 3-Bedroom Home in Windermere Sound – Prime Location with Top-Rated Schools. Owner spent more than 10K to upgrade and add a screened porch! Welcome to this gorgeous 3-bedroom single-family home located in the highly desirable Windermere Sound community, known for its top-rated schools and exceptional lifestyle. This home offers the perfect blend of

    Amanda Yuan MULTI CHOICE REALTY LLC

    13040 Overstreet Rd, Windermere, FL 34786
  • /28

    $2,775 per month

    • 3 Beds
    • 2.5 Baths
    • 2,332 Sq Ft
    • Townhouse for Rent

    13841 Ancilla Blvd, Windermere, FL 34786

    AVAILABLE AFTER APRIL 10TH. Spacious 3/2.5 townhouse, located in Summerport Community in Windermere! Summerport Community offers residents a pool, fitness center, volleyball courts, tennis courts, playground, and clubhouse. This 2-story townhome provides a warm welcome, with a paved walkway leading to a cozy front porch area for relaxation. The interior has been painted a lovely neutral gray

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    13841 Ancilla Blvd, Windermere, FL 34786

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Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

Frequently Asked Questions

What are the most popular neighborhoods in Windermere, FL for renters?
The most popular neighborhoods in Windermere, FL for renters are Lake Tibet, MetroWest, Bay Hill, Universal and West Oaks.
What are the most popular zip codes in Windermere, FL for renters?
The most popular zip codes in Windermere, FL for renters include 34786, 34761, 34734, 34787 and 32835.
How to Rent a Home